Design and Synthesis of Novel Dinucleotide Analogs

被引：0

作者：

Valiyev, F. ^{[1
,3
]}

Abbasov, V. ^{[3
]}

Liu, H. J. ^{[1
,2
]}

Tsai, F. Y. ^{[4
]}

机构：

[1] Acad Sinica, Inst Chem, Taipei 115, Taiwan

[2] Natl Tsing Hua Univ, Dept Chem, Hsinchu 300, Taiwan

[3] Azerbaijan NAS, Inst Petrochem Proc, Baku, Azerbaijan

[4] Chang Gung Univ, Ctr Gen Educ, Tao Tuan 333, Taiwan

来源：

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY | 2010年 / 7卷 / 03期

关键词：

Nucleosides; Dinucleotides; Antivirals; Anti-HIV; Phosphorotriesters; HUMAN-IMMUNODEFICIENCY-VIRUS; HIV INTEGRASE; ANTIVIRAL ACTIVITY; CHEMOTHERAPY; RECOGNITION; INHIBITION; ABACAVIR; TYPE-1; RNA;

D O I：

10.1007/BF03246046

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Syntheses of dinucleotide analogs, (S,R) cis-(4-((4-amino-2-oxopyrimidin-1(2H)-yl)methyl)-1,3-dioxolan-2-yl)methyl (2R,3R,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-3-yl hydrogen phosphate (5a) and (S,R) cis-(5-((4-amino-2-oxopyrimidin-1(2H)-yl)methyl)-1,3-oxathiolan-2-yl)methyl (2R,3R,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-3-yl hydrogen phosphate (5b), were accomplished by the use of a new strategy. The use of phenyldichlorophosphate (Method A) as the coupling reagent was shown to possess superiority relative to the reported use of di(1H-benzo[d][1,2,3]triazol-1-yl)phenyl phosphonate (Method B).

引用

页码：597 / 602

页数：6

共 25 条

[1] HIV-1 integrase: Structural organization, conformational changes, and catalysis [J].

Asante-Appiah, E ;

Skalka, AM .

ADVANCES IN VIRUS RESEARCH, VOL 52, 1999, 52 :351-369

[2] CLINICAL-APPLICATIONS OF 3'-AZIDO-2',3'-DIDEOXYTHYMIDINE (AZT) AND RELATED DIDEOXYNUCLEOSIDES [J].

BRODER, S .

MEDICINAL RESEARCH REVIEWS, 1990, 10 (04) :419-439

[3] Abacavir plus lamivuldine - A review of their combined use in the management of HIV infection [J].

Dando, TM ;

Scott, LJ .

DRUGS, 2005, 65 (02) :285-302

[4] New approaches toward anti-HIV chemotherapy [J].

De Clercq, E .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (05) :1297-1313

[5] Strategies in the design of antiviral drugs [J].

De Clercq, E .

NATURE REVIEWS DRUG DISCOVERY, 2002, 1 (01) :13-25

[6] CRYSTAL-STRUCTURE OF THE CATALYTIC DOMAIN OF HIV-1 INTEGRASE - SIMILARITY TO OTHER POLYNUCLEOTIDYL TRANSFERASES [J].

DYDA, F ;

HICKMAN, AB ;

JENKINS, TM ;

ENGELMAN, A ;

CRAIGIE, R ;

DAVIES, DR .

SCIENCE, 1994, 266 (5193) :1981-1986

[7] HIV integrase structure and function [J].

Esposito, D ;

Craigie, R .

ADVANCES IN VIRUS RESEARCH, VOL 52, 1999, 52 :319-333

[8] THE HUMAN IMMUNODEFICIENCY VIRUS - INFECTIVITY AND MECHANISMS OF PATHOGENESIS [J].

FAUCI, AS .

SCIENCE, 1988, 239 (4840) :617-622

[9] HIV-1: Fifteen proteins and an RNA [J].

Frankel, AD ;

Young, JAT .

ANNUAL REVIEW OF BIOCHEMISTRY, 1998, 67 :1-25

[10]

Johnson S C, 2000, Adv Intern Med, V45, P1

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